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Palladium-Catalyzed Direct α-Arylation of Indane-1,3-dione to 2-Substituted Indene-1,3-diones

Natarajan Tamizharasan, Gurulingappa Hallur* and Palaniswamy Suresh*

*Jubilant Biosys Ltd., Bangalore - 560022, Karnataka; Madurai Kamaraj University, Madurai - 625021, Tamil Nadu, India, Email: Gurulingappa.hallurjubilantbiosys.com, suresh.chemmkuniversity.ac.in

N. Tamizharasan, G. Hallur, P. Suresh, J. Org. Chem., 2021, 86, 12318-12325.

DOI: 10.1021/acs.joc.1c01149


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Abstract

A complex of tBu-XPhos with bis(acetonitrile)dichloropalladium(II) catalyzes a straightforward and feasible direct α-arylation of indane-1,3-dione to 2-substituted aryl/heteroaryl indene-1,3-diones. A broad spectrum of aryl iodides and aryl triflates containing electron-donating, electron-withdrawing, and sterically hindered substituents gave an excellent yield.

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proposed mechanism



Key Words

1,3-indandiones


ID: J42-Y2021